data_8RW # _chem_comp.id 8RW _chem_comp.name "(2~{S})-~{N}1-(1-aminocarbonylindol-3-yl)-~{N}2-[3-(trifluoromethyloxy)phenyl]pyrrolidine-1,2-dicarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 F3 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-28 _chem_comp.pdbx_modified_date 2017-06-23 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 475.421 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8RW _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5NAR _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 8RW C4 C1 C 0 1 N N N 2.042 -12.462 -4.123 -0.648 -5.185 -0.808 C4 8RW 1 8RW C14 C2 C 0 1 Y N N -4.691 -6.162 -4.057 -7.106 1.624 -1.216 C14 8RW 2 8RW C5 C3 C 0 1 N N N 1.256 -11.224 -3.795 -1.671 -4.030 -0.814 C5 8RW 3 8RW C6 C4 C 0 1 N N N -0.638 -10.336 -5.242 -1.678 -1.739 0.207 C6 8RW 4 8RW C11 C5 C 0 1 Y N N -2.371 -7.544 -4.765 -4.794 0.229 -0.602 C11 8RW 5 8RW C7 C6 C 0 1 Y N N -1.175 -8.009 -5.344 -3.489 -0.218 -0.094 C7 8RW 6 8RW C8 C7 C 0 1 Y N N -0.932 -7.219 -6.367 -2.984 0.791 0.638 C8 8RW 7 8RW C9 C8 C 0 1 N N N -2.032 -5.249 -7.558 -3.672 3.020 1.285 C9 8RW 8 8RW C10 C9 C 0 1 Y N N -2.871 -6.488 -5.541 -4.983 1.531 -0.108 C10 8RW 9 8RW C12 C10 C 0 1 Y N N -3.115 -7.948 -3.653 -5.774 -0.363 -1.398 C12 8RW 10 8RW C13 C11 C 0 1 Y N N -4.271 -7.251 -3.329 -6.919 0.339 -1.705 C13 8RW 11 8RW N1 N1 N 0 1 N N N 0.120 -11.324 -4.707 -1.099 -2.936 -0.015 N1 8RW 12 8RW N2 N2 N 0 1 N N N -0.393 -9.103 -4.929 -2.885 -1.466 -0.326 N2 8RW 13 8RW C3 C12 C 0 1 N N N 1.052 -13.487 -4.423 0.687 -4.465 -0.478 C3 8RW 14 8RW N3 N3 N 0 1 Y N N -1.958 -6.274 -6.540 -3.867 1.850 0.644 N3 8RW 15 8RW O1 O1 O 0 1 N N N -2.013 -12.765 -3.568 0.959 -1.233 -0.178 O1 8RW 16 8RW C1 C13 C 0 1 N N N -1.477 -13.234 -4.540 1.180 -2.210 0.505 C1 8RW 17 8RW C2 C14 C 0 1 N N S -0.133 -12.727 -4.950 0.213 -3.366 0.504 C2 8RW 18 8RW N4 N4 N 0 1 N N N -0.911 -5.100 -8.263 -2.542 3.220 1.991 N4 8RW 19 8RW O2 O2 O 0 1 N N N -3.038 -4.633 -7.745 -4.516 3.893 1.227 O2 8RW 20 8RW C15 C15 C 0 1 Y N N -4.029 -5.797 -5.223 -6.148 2.220 -0.424 C15 8RW 21 8RW O3 O3 O 0 1 N N N -1.548 -10.575 -6.032 -1.110 -0.906 0.887 O3 8RW 22 8RW N5 N5 N 0 1 N N N -2.023 -14.215 -5.277 2.292 -2.263 1.265 N5 8RW 23 8RW C16 C16 C 0 1 Y N N -3.244 -14.807 -5.098 3.245 -1.242 1.182 C16 8RW 24 8RW C17 C17 C 0 1 Y N N -3.648 -15.201 -3.829 3.970 -0.875 2.309 C17 8RW 25 8RW C18 C18 C 0 1 Y N N -4.848 -15.898 -3.686 4.910 0.134 2.228 C18 8RW 26 8RW C19 C19 C 0 1 Y N N -5.604 -16.227 -4.800 5.133 0.779 1.026 C19 8RW 27 8RW C20 C20 C 0 1 Y N N -5.145 -15.838 -6.054 4.412 0.417 -0.103 C20 8RW 28 8RW O4 O4 O 0 1 N N N -5.863 -16.194 -7.201 4.632 1.052 -1.283 O4 8RW 29 8RW C21 C21 C 0 1 N N N -6.744 -15.304 -7.628 5.621 2.084 -1.290 C21 8RW 30 8RW F1 F1 F 0 1 N N N -7.508 -14.915 -6.654 6.857 1.548 -0.916 F1 8RW 31 8RW F2 F2 F 0 1 N N N -7.519 -15.716 -8.589 5.718 2.628 -2.576 F2 8RW 32 8RW F3 F3 F 0 1 N N N -6.137 -14.217 -8.024 5.254 3.087 -0.386 F3 8RW 33 8RW C22 C22 C 0 1 Y N N -3.943 -15.173 -6.208 3.471 -0.598 -0.026 C22 8RW 34 8RW H1 H1 H 0 1 N N N 2.659 -12.764 -3.264 -0.894 -5.914 -0.037 H1 8RW 35 8RW H2 H2 H 0 1 N N N 2.689 -12.286 -4.995 -0.600 -5.662 -1.787 H2 8RW 36 8RW H3 H3 H 0 1 N N N -5.541 -5.587 -3.720 -8.007 2.164 -1.463 H3 8RW 37 8RW H4 H4 H 0 1 N N N 1.845 -10.315 -3.990 -1.843 -3.692 -1.836 H4 8RW 38 8RW H5 H5 H 0 1 N N N 0.926 -11.228 -2.746 -2.609 -4.364 -0.371 H5 8RW 39 8RW H6 H6 H 0 1 N N N -0.056 -7.288 -6.994 -2.034 0.771 1.151 H6 8RW 40 8RW H7 H7 H 0 1 N N N -2.796 -8.789 -3.055 -5.633 -1.363 -1.780 H7 8RW 41 8RW H8 H8 H 0 1 N N N -4.857 -7.573 -2.481 -7.676 -0.114 -2.328 H8 8RW 42 8RW H9 H9 H 0 1 N N N 0.404 -8.916 -4.355 -3.338 -2.130 -0.868 H9 8RW 43 8RW H10 H10 H 0 1 N N N 0.783 -14.045 -3.514 1.388 -5.146 0.005 H10 8RW 44 8RW H11 H11 H 0 1 N N N 1.434 -14.186 -5.182 1.126 -4.027 -1.374 H11 8RW 45 8RW H12 H12 H 0 1 N N N -0.095 -12.854 -6.042 0.108 -3.772 1.510 H12 8RW 46 8RW H13 H13 H 0 1 N N N -0.874 -4.435 -9.009 -1.869 2.524 2.038 H13 8RW 47 8RW H14 H14 H 0 1 N N N -0.107 -5.654 -8.047 -2.401 4.062 2.453 H14 8RW 48 8RW H15 H15 H 0 1 N N N -4.402 -5.006 -5.856 -6.302 3.221 -0.050 H15 8RW 49 8RW H16 H16 H 0 1 N N N -1.475 -14.551 -6.043 2.432 -3.010 1.868 H16 8RW 50 8RW H17 H17 H 0 1 N N N -3.042 -14.971 -2.965 3.797 -1.378 3.249 H17 8RW 51 8RW H18 H18 H 0 1 N N N -5.190 -16.183 -2.702 5.472 0.419 3.105 H18 8RW 52 8RW H19 H19 H 0 1 N N N -6.530 -16.774 -4.697 5.869 1.567 0.966 H19 8RW 53 8RW H20 H20 H 0 1 N N N -3.564 -14.947 -7.194 2.909 -0.882 -0.904 H20 8RW 54 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 8RW F2 C21 SING N N 1 8RW N4 C9 SING N N 2 8RW F3 C21 SING N N 3 8RW O2 C9 DOUB N N 4 8RW C21 O4 SING N N 5 8RW C21 F1 SING N N 6 8RW C9 N3 SING N N 7 8RW O4 C20 SING N N 8 8RW N3 C8 SING Y N 9 8RW N3 C10 SING Y N 10 8RW C8 C7 DOUB Y N 11 8RW C22 C20 DOUB Y N 12 8RW C22 C16 SING Y N 13 8RW C20 C19 SING Y N 14 8RW O3 C6 DOUB N N 15 8RW C10 C15 DOUB Y N 16 8RW C10 C11 SING Y N 17 8RW C7 N2 SING N N 18 8RW C7 C11 SING Y N 19 8RW N5 C16 SING N N 20 8RW N5 C1 SING N N 21 8RW C6 N2 SING N N 22 8RW C6 N1 SING N N 23 8RW C15 C14 SING Y N 24 8RW C16 C17 DOUB Y N 25 8RW C2 N1 SING N N 26 8RW C2 C1 SING N N 27 8RW C2 C3 SING N N 28 8RW C19 C18 DOUB Y N 29 8RW C11 C12 DOUB Y N 30 8RW N1 C5 SING N N 31 8RW C1 O1 DOUB N N 32 8RW C3 C4 SING N N 33 8RW C4 C5 SING N N 34 8RW C14 C13 DOUB Y N 35 8RW C17 C18 SING Y N 36 8RW C12 C13 SING Y N 37 8RW C4 H1 SING N N 38 8RW C4 H2 SING N N 39 8RW C14 H3 SING N N 40 8RW C5 H4 SING N N 41 8RW C5 H5 SING N N 42 8RW C8 H6 SING N N 43 8RW C12 H7 SING N N 44 8RW C13 H8 SING N N 45 8RW N2 H9 SING N N 46 8RW C3 H10 SING N N 47 8RW C3 H11 SING N N 48 8RW C2 H12 SING N N 49 8RW N4 H13 SING N N 50 8RW N4 H14 SING N N 51 8RW C15 H15 SING N N 52 8RW N5 H16 SING N N 53 8RW C17 H17 SING N N 54 8RW C18 H18 SING N N 55 8RW C19 H19 SING N N 56 8RW C22 H20 SING N N 57 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 8RW InChI InChI 1.03 "InChI=1S/C22H20F3N5O4/c23-22(24,25)34-14-6-3-5-13(11-14)27-19(31)18-9-4-10-29(18)21(33)28-16-12-30(20(26)32)17-8-2-1-7-15(16)17/h1-3,5-8,11-12,18H,4,9-10H2,(H2,26,32)(H,27,31)(H,28,33)/t18-/m0/s1" 8RW InChIKey InChI 1.03 GPEWMCZCFCZAEI-SFHVURJKSA-N 8RW SMILES_CANONICAL CACTVS 3.385 "NC(=O)n1cc(NC(=O)N2CCC[C@H]2C(=O)Nc3cccc(OC(F)(F)F)c3)c4ccccc14" 8RW SMILES CACTVS 3.385 "NC(=O)n1cc(NC(=O)N2CCC[CH]2C(=O)Nc3cccc(OC(F)(F)F)c3)c4ccccc14" 8RW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)c(cn2C(=O)N)NC(=O)N3CCC[C@H]3C(=O)Nc4cccc(c4)OC(F)(F)F" 8RW SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)c(cn2C(=O)N)NC(=O)N3CCCC3C(=O)Nc4cccc(c4)OC(F)(F)F" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 8RW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-~{N}1-(1-aminocarbonylindol-3-yl)-~{N}2-[3-(trifluoromethyloxy)phenyl]pyrrolidine-1,2-dicarboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8RW "Create component" 2017-02-28 EBI 8RW "Initial release" 2017-06-28 RCSB #